Stadium: Court 14 Round: 25 Ground: Hardcourt outdoor
| ITF M25 Santa Margherita | 2023/09/25 08:00 | Niels Visker v Guy Den Heijer | 5-7,6-4,11-9 |
| ITF M25 Santa Margherita | 2023/09/24 08:00 | Niccolo Ciavarella v Guy Den Heijer | 6-2,3-6,7-10 |
| ITF M25 Santa Margherita | 2023/09/18 08:30 | Guy Den Heijer v Toby Martin | 5-7,6-3,7-10 |
| ITF M15 Haren | 2023/09/07 17:25 | Guy Den Heijer v Adrian Oetzbach | 6-7,6-7 |
| ITF M15 Haren | 2023/09/05 17:30 | Guy Den Heijer v Kjell De Hek | 6-3,6-1 |
| ITF M25 Oldenzaal | 2023/08/30 18:10 | Aleksandr Braynin v Guy Den Heijer | 4-6,7-6,7-5 |
| ITF M25 Lesa | 2023/08/24 18:45 | Clement Tabur v Guy Den Heijer | 6-1,6-4 |
| ITF M25 Lesa | 2023/08/21 13:00 | Guy Den Heijer v Giuseppe La Vela | 4-6,2-6 |
| ITF M15 Heraklion | 2023/10/17 06:30 | Alexander Orlov v Maciej Matuszczyk | 6-2,3-6,10-5 |
| ITF M15 Heraklion | 2023/10/16 06:30 | Alexander Orlov v Dario Huber | 5-7,7-6,14-12 |
| ITF M15 Monastir | 2023/10/02 08:00 | Alexander Orlov v Rayen Hermassi | 3-6,6-1,8-10 |
| ITF M15 Monastir | 2023/10/01 08:00 | Alexander Orlov v Rodrigo Mora Clement | 7-5,6-4 |
| ITF M15 Monastir | 2023/09/25 08:30 | Paul Werren v Alexander Orlov | 6-3,6-2 |
| ITF M15 Monastir | 2023/09/24 10:30 | Eugenio Almeida Junior v Alexander Orlov | 3-6,3-6 |
| ITF M15 Monastir | 2023/09/20 12:25 | Alexander Orlov v Stefano Reitano | 3-6,4-6 |
| ITF M15 Monastir | 2023/09/18 14:00 | Edouard Villoslada v Alexander Orlov | 7-5,5-7,4-10 |